OUR TEAM

KAREN CUNNINGHAM, SENIOR COUNSEL
Ms. Cunningham holds an Honours Degree in Political Science graduating Summa Cum Laude, First-Class Standing, from McMaster University in Hamilton, Ontario in 1991. She then obtained her Doctors of Jurisprudence from Osgoode Hall Law School in Toronto, Ontario in 1994. She was called to the Bar of Ontario in 1996. In 1997, Ms. Cunningham launched her law practice. She is the Senior Counsel at Cunningham Law Professional Corporation, a law firm situated in Mississauga, Ontario. She practices primarily in the areas of Family Law, Wills and Estate Administration and Litigation, Employment Law, and Corporate-Commercial Law. In addition to managing a successful law firm in Canada, Ms. Cunningham is also licensed to practise law in Jamaica, West Indies.
In 2011, Ms. Cunningham completed her training in mediation and arbitration and has obtained certificates in Conflict Management: Negotiation & Mediation Levels I and II from the Institute of Peace and Conflict Studies’ Certificate Program in Conflict Management, offered through the Conrad Grebel University College and the University of Waterloo, and in Arbitration from the ADR Institute of Ontario. In addition to practicing law, Ms. Cunningham is a Mediator and Director of Dispute Resolution at Global Mediation Network Inc. in Mississauga, Ontario.
Ms. Cunningham has appeared as the keynote speaker and as a panelist at many events, including at the Olive Branch of Hope Workshop – Fighting Breast Cancer (on Wills and Estate Planning and Litigation); at the University of Toronto (Breaking Boundaries Conference - empowering minority students to pursue their dreams); the Annual University of Toronto High School Conference (to motivate high school students to pursue higher learning); and to at-risk youths presented by the Reachout Committee Inc. (the importance of education regardless of obstacles encountered). She has also appeared on CHRY Radio, G98.7 FM, and CHSC 1220 AM, expressing her legal opinion on current issues of the day.
Ms. Cunningham is devoted to enriching the lives of our youths and has been a volunteer and avid supporter of organizations such as the Youth Empowerment Program (YEP), a teacher with the Children’s Church at Praise Cathedral Worship Centre where she is also a member, the Spelling Bee of Canada where she has mentored and coached students as they prepare for spelling competitions, and she has also officiated as a Judge at the Regional Spelling Bee Competition level.
She is a donor and supporter of such organizations as the Reachout Committee, an organization devoted to addressing the problems of youths from all cultural backgrounds; DAM, a drop-in centre for youths; the Coldest Night of the Year Walk-a-Thon to raise funds for the homeless and people living in poverty in the Peel Region; Knox Past Student’s Association (KPSA) – Toronto Chapter, dedicated to raising the levels of education for KNOX students in Jamaica and students at tertiary institutions in Toronto, and the Jamaica Visionaries Association, an organization dedicated to helping the poor and needy in Jamaica.
Through the law firm, Ms. Cunningham offers scholarships and placements of students in co-operative education programs, to articling (or law) students, paralegals, and volunteer opportunities for persons who have a genuine interest in the law regardless of gender, ethnicity, socio-economic background, and culture. Her firm promotes the inclusivity of all persons.
Ms. Cunningham is a member of good standing with the Law Society of Ontario and is a member of its Lawyer Referral Program. She is also a member of Family Mediation Canada, the Canadian Christian Business Federation, the Christian Legal Fellowship, a Director on the Board of Directors of the Peel Law Association, and a presenter at the Mandatory Information Program (MIP) at the Brampton Court House.
In 1991, the Law Society of Ontario (formerly Law Society of Upper Canada) honoured her with the Law Society Education Equity Award presented to her by His Royal Highness, Prince Charles of England and Wales, and in 2011 she received the Award of Achievement in recognition of her outstanding “Achievement in the area of Law” from the Malton Black Development Association.
To schedule a consultation with Karen, please give us a call.

JACQUELINE BADDELEY
Jacqueline is an associate lawyer with Cunningham Law, practising primarily in the areas of Family Law and Civil Litigation.
Jacqueline earned her LL.B (Hons) from the University of Kent in England where she gained valuable experience helping low income individuals as a volunteer caseworker with Legal Aid. She also holds a B.A in Criminology and Psychology from the University of Western Ontario. Prior to becoming an associate lawyer at Cunningham Law, Jacqueline completed her articles at a busy personal injury law firm in Mississauga. She was called to the Bar of Ontario in 2021.
Jacqueline is fluent in English and Portuguese, she takes pride in working with people from diverse backgrounds and understands the importance of communication in building a good solicitor-client relationship and understanding the client's needs. Jacqueline is passionate and dedicated in achieving fair results for her clients and their families.
To schedule a consultation with Jacqueline, please give us a call.

SHENA STUBBS-GIBSON, LL.M., LL.B. (HONS.), B.A. (FIRST CLASS HONS.)
Barrister, Solicitor & Attorney-at-Law
Shena Stubbs-Gibson is a lawyer qualified to practise in both Ontario and Jamaica, bringing more than a decade of senior legal experience advising individuals, businesses, and organizations on a broad range of legal matters. Her practice is grounded in practical, strategic advice and a commitment to achieving effective solutions for her clients.
Shena's current practice focuses primarily on wills and estates, estate litigation, employment law, civil litigation, and family law. She has experience assisting clients through complex and often sensitive disputes, including estate administration and succession matters, wrongful dismissal claims, contractual disputes, guardianship proceedings, and family law litigation.
Prior to relocating to Canada, Shena practised law in Jamaica where she served for almost sixteen years as Head of Legal and Company Secretary of one of the Caribbean's largest media organizations. In that role, she advised senior management and the Board of Directors on corporate governance, commercial transactions, employment law, regulatory compliance, intellectual property, litigation, and media law. She subsequently established her own successful law practice and has also provided legal services as remote in-house counsel to a United States technology company.
Shena earned her Master of Laws (LL.M.) in International Business Law from Osgoode Hall Law School, York University. She also holds a Bachelor of Laws (LL.B.) with Upper Second Class Honours and a Bachelor of Arts with First Class Honours from The University of the West Indies.
Known for her strong legal drafting skills, meticulous preparation, and practical approach to problem-solving, Shena is committed to providing responsive, client-focused representation. She understands that legal issues often arise during some of life's most challenging moments and strives to guide clients with professionalism, integrity, and clear communication throughout the legal process.
Professional Highlights
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Lawyer qualified in Ontario and Jamaica
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LL.M. in International Business Law, Osgoode Hall Law School
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Former Head of Legal and Company Secretary for one of the Caribbean's largest media organizations
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Former remote in-house counsel to a U.S. technology company
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Experience in wills and estates, estate litigation, employment law, civil litigation, corporate/commercial law, and family law
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Strong background in legal drafting, advocacy, and dispute resolution
